939544

(S)-tBuPHOX-Pd-MAH

• Synonyme(s) : (S)-tert-Butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydrooxazole-palldium-maleicanhydride, (S)-tBuPHOX-Pd-maleic-anhydride
• Formule empirique (notation de Hill): C₂₉H₂₈NO₄PPd
• Numéro CAS: 2966887-28-3
• Poids moléculaire : 591.93
• Code UNSPSC : 12352100

Propriétés

• Forme: powder
• Niveau de qualité: 100
• Pertinence de la réaction: core: palladium; reagent type: catalyst
• Capacité de réaction: reaction type: Trost Asymmetric Allylic Alkylation; reaction type: Tsuji-Trost Reaction
• Couleur: faint beige to dark beige-brown
• Chaîne SMILES: CC(C)(C)[C@@H]1[N]([Pd]23C4([H])=C3([H])C(OC4=O)=O)=C(C5=CC=CC=C5[P]2(C6=CC=CC=C6)C7=CC=CC=C7)OC1
• InChI: InChI=1S/C25H26NOP.C4H2O3.Pd/c1-25(2,3)23-18-27-24(26-23)21-16-10-11-17-22(21)28(19-12-6-4-7-13-19)20-14-8-5-9-15-20;5-3-1-2-4(6)7-3;/h4-17,23H,18H2,1-3H3;1-2H;/q;;-1/p+1/t23-;;/m1../s1
• Clé InChI: FGSJOEKZZULTLF-MQWQBNKOSA-O

Description

Description générale

(S)-tBuPHOX-Pd-MAH is a chiral Pd(0) precatalyst first produced in the group of David C. Leitch for asymmetric allylic alkylation reactions. The complex bears a chiral Pfaltz-Helmchen-Williams (PHOX) ligand as well as an easily diplaced maleic anhydride (MAH) ligand.

Application

Suitable for use in asymmetric allylic alkylation reactions such as the Tsuji–Trost reaction/Trost asymmetric allylic alkylation reaction. https://www.sigmaaldrich.com/US/en/technical-documents/technical-article/chemistry-and-synthesis/cross-coupling/trost-ligands https://www.sigmaaldrich.com/US/en/technical-documents/technical-article/chemistry-and-synthesis/cross-coupling/phox

Caractéristiques et avantages

(S)-tBuPHOX-Pd-MAH is a rare example of a chiral, isolable Pd(0) precatalyst for allylic alkylation reactions. Using a chiral single-component precatalyst instead of forming the chiral catalytic speices in-situ avoids activity, reproducibility, and/or selectivity problems arising from incomplete formation of the desired chiral catalyst.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable